4-Methoxy-4-(3-hydroxy-trans-prop-1-enyl)tetrahydropyran → 3-(4-Methoxytetrahydropyran-4-yl)-trans-propenoic acid
Reaction equation
[OH:1][CH2:2]/[CH:3]=[CH:4]/[C:5]1([O:11][CH3:12])[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1.CC(C)=[O:15].OS(O)(=O)=O.O=[Cr](=O)=O>CC(C)=O>[CH3:12][O:11][C:5]1(/[CH:4]=[CH:3]/[C:2]([OH:15])=[O:1])[CH2:6][CH2:7][O:8][CH2:9][CH2:10]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
4-(3-hydroxy-trans-prop-1-enyl)-4-methoxy-tetrahydropyran (175 mg, 1.02 mmol), prepared as in Example 1, steps 1-3, was oxidized to the corresponding carboxylic acid by treatment with a slight excess of Jones reagent in cold acetone.
Sources & evidence
- ORD record
- ord-d1fc65eb1cca484ea7bd4cbe9566e24d
- Source dataset
- uspto-grants-1994_09
- Patent number
- US05350765
Reaction notes
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